PT795547E - (aminoalquil- e acilaminoalquil-oxi)benziloxiquinolinas processo para a sua preparacao e sua utilizacao como antagonistas dos receptores da bradiquinina - Google Patents
(aminoalquil- e acilaminoalquil-oxi)benziloxiquinolinas processo para a sua preparacao e sua utilizacao como antagonistas dos receptores da bradiquinina Download PDFInfo
- Publication number
- PT795547E PT795547E PT97103163T PT97103163T PT795547E PT 795547 E PT795547 E PT 795547E PT 97103163 T PT97103163 T PT 97103163T PT 97103163 T PT97103163 T PT 97103163T PT 795547 E PT795547 E PT 795547E
- Authority
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- Portugal
- Prior art keywords
- aryl
- formula
- alkyl
- compounds
- hydrogen
- Prior art date
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- 238000000034 method Methods 0.000 title claims description 25
- 238000002360 preparation method Methods 0.000 title claims description 17
- 239000005557 antagonist Substances 0.000 title description 5
- 150000001875 compounds Chemical class 0.000 claims description 72
- -1 2-phthalimidoethoxy Chemical group 0.000 claims description 51
- 229910052739 hydrogen Inorganic materials 0.000 claims description 20
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 19
- 239000001257 hydrogen Substances 0.000 claims description 19
- 150000002431 hydrogen Chemical class 0.000 claims description 11
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 150000002367 halogens Chemical class 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- 125000001589 carboacyl group Chemical group 0.000 claims description 8
- 238000010992 reflux Methods 0.000 claims description 6
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 5
- 125000002252 acyl group Chemical group 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 239000003814 drug Substances 0.000 claims description 5
- 239000011591 potassium Substances 0.000 claims description 5
- 239000011734 sodium Substances 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 229910000288 alkali metal carbonate Inorganic materials 0.000 claims description 3
- 150000008041 alkali metal carbonates Chemical class 0.000 claims description 3
- FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 claims description 3
- 229910000024 caesium carbonate Inorganic materials 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
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- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 3
- 229910000104 sodium hydride Inorganic materials 0.000 claims description 3
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 2
- 125000004442 acylamino group Chemical group 0.000 claims description 2
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000003435 aroyl group Chemical group 0.000 claims description 2
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 238000006698 hydrazinolysis reaction Methods 0.000 claims description 2
- 229910052987 metal hydride Inorganic materials 0.000 claims description 2
- 150000004681 metal hydrides Chemical class 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000000612 phthaloyl group Chemical group C(C=1C(C(=O)*)=CC=CC1)(=O)* 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 239000012312 sodium hydride Substances 0.000 claims description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- 125000006529 (C3-C6) alkyl group Chemical group 0.000 claims 1
- AKORSBVTAOWTSA-UHFFFAOYSA-N 1-[2,4-dichloro-3-[(2-methylquinolin-8-yl)oxymethyl]phenoxy]propan-2-amine Chemical compound CC(N)COC1=CC=C(Cl)C(COC=2C3=NC(C)=CC=C3C=CC=2)=C1Cl AKORSBVTAOWTSA-UHFFFAOYSA-N 0.000 claims 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 229910000103 lithium hydride Inorganic materials 0.000 claims 1
- ZIPDKAPVPZVANR-UHFFFAOYSA-N n-[2-[2,4-dichloro-3-[(2-methylquinolin-8-yl)oxymethyl]phenoxy]ethyl]acetamide Chemical compound CC(=O)NCCOC1=CC=C(Cl)C(COC=2C3=NC(C)=CC=C3C=CC=2)=C1Cl ZIPDKAPVPZVANR-UHFFFAOYSA-N 0.000 claims 1
- 229910000105 potassium hydride Inorganic materials 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 44
- 239000000243 solution Substances 0.000 description 25
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- DEQYTNZJHKPYEZ-UHFFFAOYSA-N ethyl acetate;heptane Chemical compound CCOC(C)=O.CCCCCCC DEQYTNZJHKPYEZ-UHFFFAOYSA-N 0.000 description 13
- QXZGBUJJYSLZLT-FDISYFBBSA-N bradykinin Chemical compound NC(=N)NCCC[C@H](N)C(=O)N1CCC[C@H]1C(=O)N1[C@H](C(=O)NCC(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CO)C(=O)N2[C@@H](CCC2)C(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)CCC1 QXZGBUJJYSLZLT-FDISYFBBSA-N 0.000 description 11
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- 101800004538 Bradykinin Proteins 0.000 description 10
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- 238000012360 testing method Methods 0.000 description 9
- FPQVGDGSRVMNMR-JCTPKUEWSA-N [[(z)-(1-cyano-2-ethoxy-2-oxoethylidene)amino]oxy-(dimethylamino)methylidene]-dimethylazanium;tetrafluoroborate Chemical compound F[B-](F)(F)F.CCOC(=O)C(\C#N)=N/OC(N(C)C)=[N+](C)C FPQVGDGSRVMNMR-JCTPKUEWSA-N 0.000 description 7
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- 239000000872 buffer Substances 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
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- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 description 3
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- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 2
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- NBYLBWHHTUWMER-UHFFFAOYSA-N 2-Methylquinolin-8-ol Chemical compound C1=CC=C(O)C2=NC(C)=CC=C21 NBYLBWHHTUWMER-UHFFFAOYSA-N 0.000 description 2
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- QURWXBZNHXJZBE-SKXRKSCCSA-N icatibant Chemical compound NC(N)=NCCC[C@@H](N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)N1[C@H](C(=O)NCC(=O)N[C@@H](CC=2SC=CC=2)C(=O)N[C@@H](CO)C(=O)N2[C@H](CC3=CC=CC=C3C2)C(=O)N2[C@@H](C[C@@H]3CCCC[C@@H]32)C(=O)N[C@@H](CCCN=C(N)N)C(O)=O)C[C@@H](O)C1 QURWXBZNHXJZBE-SKXRKSCCSA-N 0.000 description 2
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- IAAQUOVTPAMQCR-UHFFFAOYSA-N 1h-pyrido[3,2-d]pyrimidin-2-one Chemical class C1=CC=C2NC(=O)N=CC2=N1 IAAQUOVTPAMQCR-UHFFFAOYSA-N 0.000 description 1
- UPPOGIWKARTVGH-UHFFFAOYSA-N 2,5,7-trimethylquinolin-8-ol Chemical compound CC1=CC(C)=C(O)C2=NC(C)=CC=C21 UPPOGIWKARTVGH-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/20—Oxygen atoms
- C07D215/24—Oxygen atoms attached in position 8
- C07D215/26—Alcohols; Ethers thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/18—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
- Quinoline Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19609827A DE19609827A1 (de) | 1996-03-13 | 1996-03-13 | Aminoalkyl- und Acylaminoalkylether, Verfahren zu deren Herstellung und ihre Verwendung als Bradykinin-Rezeptorantagonisten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PT795547E true PT795547E (pt) | 2000-10-31 |
Family
ID=7788139
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PT97103163T PT795547E (pt) | 1996-03-13 | 1997-02-27 | (aminoalquil- e acilaminoalquil-oxi)benziloxiquinolinas processo para a sua preparacao e sua utilizacao como antagonistas dos receptores da bradiquinina |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US6140341A (cs) |
| EP (1) | EP0795547B1 (cs) |
| JP (1) | JP4317597B2 (cs) |
| KR (1) | KR970065521A (cs) |
| AR (1) | AR006189A1 (cs) |
| AT (1) | ATE192738T1 (cs) |
| AU (1) | AU1621797A (cs) |
| BR (1) | BR9701267A (cs) |
| CA (1) | CA2199771A1 (cs) |
| CZ (1) | CZ76697A3 (cs) |
| DE (2) | DE19609827A1 (cs) |
| DK (1) | DK0795547T3 (cs) |
| ES (1) | ES2148858T3 (cs) |
| GR (1) | GR3033415T3 (cs) |
| HR (1) | HRP970138A2 (cs) |
| HU (1) | HUP9700566A1 (cs) |
| ID (1) | ID16217A (cs) |
| IL (1) | IL120427A0 (cs) |
| NO (1) | NO971136L (cs) |
| PL (1) | PL318923A1 (cs) |
| PT (1) | PT795547E (cs) |
| SI (1) | SI0795547T1 (cs) |
| SK (1) | SK32097A3 (cs) |
| TR (1) | TR199700184A2 (cs) |
| TW (1) | TW363891B (cs) |
| ZA (1) | ZA972129B (cs) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6376670B1 (en) | 1997-06-19 | 2002-04-23 | Sepracor Inc. | Quinoline-indole antimicrobial agents, uses and compositions related thereto |
| US6172084B1 (en) | 1997-06-19 | 2001-01-09 | Sepracor, Inc. | Quinoline-indole antimicrobial agents, uses and compositions related thereto |
| US6207679B1 (en) | 1997-06-19 | 2001-03-27 | Sepracor, Inc. | Antimicrobial agents uses and compositions related thereto |
| US6103905A (en) * | 1997-06-19 | 2000-08-15 | Sepracor, Inc. | Quinoline-indole antimicrobial agents, uses and compositions related thereto |
| EP1914236A1 (en) | 2002-04-10 | 2008-04-23 | Ortho-McNeil Pharmaceutical, Inc. | Novel heteroaryl alkylamide derivatives useful as bradykinin receptor modulators |
| ITMI20021247A1 (it) * | 2002-06-07 | 2003-12-09 | Menarini Ricerche Spa | Antagonisti basici non peptidici della bradichinina e loro impiego informulazioni farmaceutiche |
| TWI407960B (zh) | 2007-03-23 | 2013-09-11 | Jerini Ag | 小分子緩激肽ｂ２受體調節劑 |
| MY156662A (en) * | 2007-11-01 | 2016-03-15 | Acucela Inc | Amine derivative compounds for treating ophthalmic diseases and disorders |
| AR113839A1 (es) | 2017-11-24 | 2020-06-17 | Pharvaris B V | Antagonistas del receptor b2 de bradiquinina |
| AR118983A1 (es) | 2019-05-23 | 2021-11-17 | Pharvaris Gmbh | Antagonistas cíclicos del receptor b2 de bradiquinina |
| UY38706A (es) | 2019-05-23 | 2020-12-31 | Pharvaris Gmbh | Antagonistas cíclicos del receptor b2 de bradiquinina |
| MA61123B1 (fr) | 2021-08-05 | 2024-06-28 | Pharvaris Gmbh | Composition à base de lipides pour l'administration par voie orale d'antagonistes des récepteurs b2 de la bradykinine |
| ES3062067T3 (en) | 2022-03-25 | 2026-04-08 | Pharvaris Gmbh | Solid composition comprising solubilised bradykinin b2-receptor antagonists |
| US20250268887A1 (en) | 2022-03-25 | 2025-08-28 | Pharvaris Gmbh | Therapeutic uses of bradykinin b2-receptor antagonists |
| TW202345810A (zh) | 2022-03-25 | 2023-12-01 | 瑞士商帕法瑞斯有限責任公司 | 包含緩激肽ｂ２受體拮抗劑之固態延長釋放組成物 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5216165A (en) * | 1990-10-03 | 1993-06-01 | American Home Products Corporation | N-substituted aminoquinolines as analgesic agents |
| US5288725A (en) * | 1992-10-15 | 1994-02-22 | Merck & Co., Inc. | Pyrroloquinoline Bradykinin antagonist |
| AU680870B2 (en) * | 1993-04-28 | 1997-08-14 | Astellas Pharma Inc. | New heterocyclic compounds |
| US6756388B1 (en) * | 1993-10-12 | 2004-06-29 | Pfizer Inc. | Benzothiophenes and related compounds as estrogen agonists |
| ES2218554T3 (es) * | 1994-10-27 | 2004-11-16 | Fujisawa Pharmaceutical Co., Ltd. | Piridopirimidonas, quinolinas y n-heterociclos condensados que son antagonistas de bradiquinina. |
| FR2735128B1 (fr) * | 1995-06-07 | 1997-07-25 | Fournier Ind & Sante | Nouveaux composes de benzenesulfonamide, leur procede de preparation et utilisation en therapeutique. |
| FR2737892B1 (fr) * | 1995-08-17 | 1997-10-24 | Fournier Ind & Sante | Nouveaux composes de benzenesulfonamide, procede de preparation et utilisation en therapeutique |
-
1996
- 1996-03-13 DE DE19609827A patent/DE19609827A1/de not_active Withdrawn
-
1997
- 1997-02-27 DE DE59701617T patent/DE59701617D1/de not_active Expired - Lifetime
- 1997-02-27 ES ES97103163T patent/ES2148858T3/es not_active Expired - Lifetime
- 1997-02-27 PT PT97103163T patent/PT795547E/pt unknown
- 1997-02-27 AT AT97103163T patent/ATE192738T1/de not_active IP Right Cessation
- 1997-02-27 DK DK97103163T patent/DK0795547T3/da active
- 1997-02-27 SI SI9730063T patent/SI0795547T1/xx unknown
- 1997-02-27 EP EP97103163A patent/EP0795547B1/de not_active Expired - Lifetime
- 1997-03-10 ID IDP970758A patent/ID16217A/id unknown
- 1997-03-11 SK SK320-97A patent/SK32097A3/sk unknown
- 1997-03-11 AU AU16217/97A patent/AU1621797A/en not_active Abandoned
- 1997-03-11 TW TW086102960A patent/TW363891B/zh active
- 1997-03-11 AR ARP970100968A patent/AR006189A1/es unknown
- 1997-03-11 HU HU9700566A patent/HUP9700566A1/hu unknown
- 1997-03-11 TR TR97/00184A patent/TR199700184A2/xx unknown
- 1997-03-12 NO NO971136A patent/NO971136L/no unknown
- 1997-03-12 HR HR19609827.0A patent/HRP970138A2/xx not_active Application Discontinuation
- 1997-03-12 CZ CZ97766A patent/CZ76697A3/cs unknown
- 1997-03-12 KR KR1019970008175A patent/KR970065521A/ko not_active Withdrawn
- 1997-03-12 PL PL97318923A patent/PL318923A1/xx unknown
- 1997-03-12 CA CA002199771A patent/CA2199771A1/en not_active Abandoned
- 1997-03-12 BR BR9701267A patent/BR9701267A/pt unknown
- 1997-03-12 IL IL12042797A patent/IL120427A0/xx unknown
- 1997-03-12 US US08/820,321 patent/US6140341A/en not_active Expired - Fee Related
- 1997-03-12 ZA ZA9702129A patent/ZA972129B/xx unknown
- 1997-03-12 JP JP05783497A patent/JP4317597B2/ja not_active Expired - Fee Related
-
2000
- 2000-05-16 GR GR20000401105T patent/GR3033415T3/el not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| AU1621797A (en) | 1997-09-18 |
| DE59701617D1 (de) | 2000-06-15 |
| ZA972129B (en) | 1997-09-15 |
| EP0795547A1 (de) | 1997-09-17 |
| ATE192738T1 (de) | 2000-05-15 |
| TW363891B (en) | 1999-07-11 |
| CZ76697A3 (en) | 1997-10-15 |
| JP4317597B2 (ja) | 2009-08-19 |
| KR970065521A (ko) | 1997-10-13 |
| TR199700184A2 (xx) | 1997-10-21 |
| PL318923A1 (en) | 1997-09-15 |
| HRP970138A2 (en) | 1998-04-30 |
| MX9701857A (es) | 1997-09-30 |
| HU9700566D0 (en) | 1997-04-28 |
| DE19609827A1 (de) | 1997-09-18 |
| ID16217A (id) | 1997-09-11 |
| DK0795547T3 (da) | 2000-09-18 |
| EP0795547B1 (de) | 2000-05-10 |
| GR3033415T3 (en) | 2000-09-29 |
| SI0795547T1 (en) | 2000-10-31 |
| BR9701267A (pt) | 1999-01-12 |
| AR006189A1 (es) | 1999-08-11 |
| JPH101472A (ja) | 1998-01-06 |
| US6140341A (en) | 2000-10-31 |
| HUP9700566A1 (hu) | 2000-08-28 |
| CA2199771A1 (en) | 1997-09-13 |
| NO971136L (no) | 1997-09-15 |
| IL120427A0 (en) | 1997-07-13 |
| NO971136D0 (no) | 1997-03-12 |
| SK32097A3 (en) | 1998-01-14 |
| ES2148858T3 (es) | 2000-10-16 |
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